Category: 503538-69-0

Chen, Jingchao published the artcileRhodium-Catalyzed Asymmetric Arylative Ring-Opening Reactions of Heterobicyclic Alkenes with Anilines, Formula: C38H24F4O4P2, the publication is Organic Letters (2018), 20(5), 1283-1286, database is CAplus and MEDLINE.

Asym. arylative ring-opening reactions of heterobicyclic alkenes with anilines have been reported for the first time. A wide range of heterobicyclic alkenes, including azabenzonorbornadienes and oxabenzonorbornadienes, were well tolerated in the reaction with various anilines, and they generally delivered the corresponding chiral aryltetralin derivatives I [R¹ = H, 6,7-di-Br, 6,7-di-Me, 5,8-di-OMe etc., R² = H, o-Me m-OMe, p-OMe etc., R³ = R⁴ = Me, Et, X = NBoc, O, NTs, NCbz etc.] in good to excellent enantioselectivities. The reaction is speculated to proceed through the Friedel-Crafts reaction pathway.

Organic Letters published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Formula: C38H24F4O4P2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Liu, Ren-Rong published the artcileEnantioselective alkynylation of N-sulfonyl α-ketiminoesters via a Friedel-Crafts alkylation strategy, SDS of cas: 503538-69-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(43), 5890-5893, database is CAplus and MEDLINE.

Enantioselective alkynylation of cyclic N-sulfonyl α-ketiminoesters I (R = H, 5-OMe, 7-Cl, etc.; R¹ = Et, Me, i-Pr, n-Bu) with terminal alkynes R²CCH (R² = C₆H₅, 3-FC₆H₄, 4-thien-2-yl, etc.) was developed by using an Ni(ClO₄)₂/(R)-DTBM-Segphos complex as a catalyst. A range of propargylic amides bearing quaternary stereocenters II was afforded in excellent enantioselectivities (up to 97% ee). Theor. studies revealed that this reaction proceeded via a Friedel-Crafts-type reaction pathway.

Chemical Communications (Cambridge, United Kingdom) published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, SDS of cas: 503538-69-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Yu, Chang-Bin published the artcilePalladium-Catalyzed Asymmetric Hydrogenolysis of N-Sulfonyl Aminoalcohols via Achiral Enesulfonamide Intermediates, Category: dioxole, the publication is Angewandte Chemie, International Edition (2013), 52(50), 13365-13368, database is CAplus and MEDLINE.

A stereoconvergent palladium-catalyzed formal asym. hydrogenolysis of N-sulfonyl aminoalcs. was successfully developed with a chiral palladium complex as the catalyst in the presence of trifluoroacetic acid to provide direct and facile access to chiral 2,3-dihydro-1H-inden-2-amine derivatives with two contiguous stereogenic centers with up to 94% ee.

Angewandte Chemie, International Edition published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C9H12O3S, Category: dioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Cao, Zhong-Yan published the artcileA Highly Diastereo- and Enantioselective Hg(II)-Catalyzed Cyclopropanation of Diazooxindoles and Alkenes, Category: dioxole, the publication is Organic Letters (2013), 15(1), 42-45, database is CAplus and MEDLINE.

It is reported for the first time that Hg(II) can catalyze the cyclopropanation of diazo reagents and alkenes, which contributes to the unprecedented highly diastereo- and enantioselective synthesis of spirocyclopropyloxindoles.

Organic Letters published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Category: dioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Bai, Xingfeng published the artcileEnantioselective Palladium-Catalyzed Arylborylation/Cyclization of Alkenes to Access Boryl-Functionalized Heterocyclic Compounds Containing Quaternary Stereogenic Centers, Related Products of dioxole, the publication is Organic Letters (2022), 24(16), 3080-3085, database is CAplus and MEDLINE.

Asym. Pd-catalyzed arylboration/cyclization of both nonactivated and activated alkenes with B₂pin₂ was developed. A wide range of N-allyl-o-iodobenzamides and o-iodoacryanilides reacted with B₂pin₂ to afford borylated 3,4-dihydroisoquinolinones and oxindoles, resp., in high yields with high enantioselectivities. The synthetic utility of this enantioselective protocol was highlighted by synthesizing various chiral 3,4-dihydroisoquinolinone and oxindole derivatives containing quaternary stereogenic C centers, including enantioenriched Roche anticancer agent (S)-RO4999200 (no study).

Organic Letters published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Related Products of dioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Oisaki, Kounosuke published the artcileCatalytic Enantioselective Alkylative Aldol Reaction: Efficient Multicomponent Assembly of Dialkylzincs, Allenic Esters, and Ketones toward Highly Functionalized δ-Lactones with Tetrasubstituted Chiral Centers, COA of Formula: C38H24F4O4P2, the publication is Journal of the American Chemical Society (2007), 129(23), 7439-7443, database is CAplus and MEDLINE.

A general catalytic asym. alkylative aldol reaction is described as a new entry to the catalytic asym. multicomponent reaction (CAMCR). Highly functionalized δ-lactones I (R¹ = Me₂CHCH₂, H₂C:CHCH₂CH₂, Ph, cyclohexyl, 1-cyclohexenyl, 4-BrC₆H₄, 4-MeOC₆H₄, R² = Me; R¹R² = 1,2,3,4-tetrahydronaphthalene-1,1-diyl; R³ = Me, Et, Me₂CH, n-Bu) were produced in the presence of a catalytic amount of the Cu(OAc)₂-DIFLUORPHOS complex through three-component assembly of dialkylzincs R³₂Zn, allenic ester H₂C:CHCO₂Et, and unactivated ketones R¹COR². This CAMCR constructs two C-C bonds and one tetrasubstituted chiral center simultaneously. Conjugate addition of alkylcopper species to an allenic ester produced highly active copper enolate in situ, and the successive asym. aldol addition to ketones followed by lactonization afforded the desired products. The addition of 4A mol. sieves and a Lewis base (Ph₂S:O, DMSO, or HMPA) is important for obtaining a high yield, with suppression of the undesired α-addition pathway. Control/crossover experiments suggest that the addition of a Lewis base facilitated the retro-aldol reaction of the α-adducts (proofreading effect). The ketone and copper enolate generated through the retro-aldol reaction were converted to the desired lactone through the γ-aldol pathway, which was trapped by irreversible lactone formation.

Journal of the American Chemical Society published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, COA of Formula: C38H24F4O4P2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Sang, Hui Leng published the artcileCobalt-catalyzed regioselective stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes, Application In Synthesis of 503538-69-0, the publication is Chemical Science (2018), 9(4), 973-978, database is CAplus and MEDLINE.

The authors report the 1st stereoconvergent Markovnikov 1,2-hydrosilylation of conjugated dienes using catalysts generated from bench-stable Co(acac)₂ and phosphine ligands. A wide range of E/Z-dienes underwent this Markovnikov 1,2-hydrosilylation in a stereoconvergent manner, affording (E)-allylsilanes in high isolated yields with high stereoselectivities (E/Z = >99 : 1) and high regioselectivities (b/l up to > 99 : 1). Mechanistic studies revealed that this stereoconvergence stems from a σ-π-σ isomerization of an allylcobalt species generated by the 1,4-hydrometalation of Z-dienes. A Co catalyst that can only catalyze the hydrosilylation of the E-isomer of an (E/Z)-diene was identified, which allows the separation of the (Z)-isomer from an isomeric mixture of (E/Z)-dienes. Also, asym. hydrosilylation of (E)-1-aryl-1,3-dienes was studied with Co(acac)₂/(R)-difluorphos and good enantioselectivities (er up to 90:10) were obtained.

Chemical Science published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Application In Synthesis of 503538-69-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Chen, Mu-Wang published the artcileEnantioselective synthesis of trifluoromethyl substituted piperidines with multiple stereogenic centers via hydrogenation of pyridinium hydrochlorides, Quality Control of 503538-69-0, the publication is Organic Chemistry Frontiers (2015), 2(5), 586-589, database is CAplus.

An enantioselective iridium-catalyzed hydrogenation of trifluoromethyl substituted pyridinium hydrochlorides is described. Introduction of a trifluoromethyl group increases the reactivity due to the electron-withdrawing effect. Three stereogenic centers could be generated in one operation. This methodol. provides a convenient route to chiral poly-substituted piperidines I (R = Me, Et; Ar = Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 2-naphthyl, etc.) and II (Ar = Ph, 4-CF₃C₆H₄, 3,5-F₂C₆H₃, 1-naphthyl) with up to 90% ee.

Organic Chemistry Frontiers published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Quality Control of 503538-69-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Cai, Baohua published the artcileKinetic Resolution of 2-Substituted 1, 2-Dihydroquinolines by Rhodium-Catalyzed Asymmetric Hydroarylation, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Chinese Journal of Chemistry (2021), 39(6), 1606-1610, database is CAplus.

A highly efficient kinetic resolution of racemic 2-substituted 1,2-dihydroquinolines I (R = H, Me, OMe, Cl; R¹ = Me, Ph, Bn, 4-chlorophenyl; R² = Me, Ph, 3,5-dimethylphenyl, etc.) via Rh-catalyzed asym. hydroarylation has been described for the first time. A variety of arylboronic acids ArB(OH)₂ (Ar = Ph, 3-fluorophenyl, naphthalen-2-yl, etc.) coupled with 2-substituted 1,2-dihydroquinolines I under mild reaction condition. The transformations into the enantio-enriched 2,3-diaryl-tetrahydroquinolines II as well as the recovered chiral 2-aryl-dihydroquinolines III were obtained with high yields and excellent enantioselectivities (86%-99% ee, s factor up to 1057).

Chinese Journal of Chemistry published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Li, Sifeng published the artcilePalladium/Zinc Co-Catalyzed syn-Stereoselectively Asymmetric Ring-Opening Reaction of Oxabenzonorbornadienes with Phenols, Computed Properties of 503538-69-0, the publication is Chemistry – A European Journal (2015), 21(25), 9003-9007, database is CAplus and MEDLINE.

A new palladium/zinc co-catalyst system associated with chiral (R)-Difluorphos for asym. ring-opening reaction of oxabenzonorbornadienes with phenols is reported. This catalyst system allows the formation of cis-2-aryloxy-1,2-dihydronaphthalen-1-ol I (Ar = Ph, 4-FC₆H₄, 4-ClC₆H₄, 4-BrC₆H₄, etc.) and II (R = 5,8-(OCH₃)₂, 5,8-(CH₃)₂, 6,7-Br₂, 6,7-OCH₂O, 6,7-(OCH₃)₂) products in good yields (up to 95 % yield) with excellent enantioselectivities (up to 99 % ee). The cis-configuration of the product has been confirmed by X-ray crystal structure anal. To the best of our knowledge, it represents the first example in ring-opening reactions of bicycloalkenes with heteronucleophiles in a syn-stereoselective manner.

Chemistry – A European Journal published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Computed Properties of 503538-69-0.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem